FeaturesFireplace, Closet, Closet/Cabinets - Custom Built, Flooring - Wall to Wall Carpet, Recessed Lighting, Lighting - Overhead, Crown Molding
LevelSecond
65 Woodcliff Rd, Wellesley MA 02481
Wellesley, MA 02481 • Cliff Estates
$5,395,000
$4,950,000
Est. $28,495/month
About this home
Spectacular Cliff Estates Colonial set on a majestic, private ¾ acre lot in one of Wellesley’s most coveted neighborhoods. Meticulously updated and expanded by renowned architect Patrick Ahern + KVC Builders, this exceptional residence blends timeless elegance, exquisite detailing and refined modern living. Designed for grand entertaining, the main level features a front-to-back living room w/a fireplace and French doors to a balcony overlooking beautifully landscaped grounds, a formal dining room, and a sunlit chef’s kitchen with dual islands, breakfast room and butler’s pantry. A gracious family room w/a fireplace and custom built-ins opens to a richly paneled study. The serene primary suite offers a fireplace, spa-like bath with soaking tub & private balcony. There are 6 additional bedrooms plus a finished walkout LL w/a media room, recreation spaces and an office. An extraordinary offering close to top schools, commuting routes, and Wellesley’s premier shops, dining and more!
View in the App
Save this property, schedule tours instantly, and get alerts when the price drops
Scan with phone
Public Records & Permits
Log in to view assessor & tax records, ownership history, and recent building permits for this property.
BMN Estimate
Get the number an algorithm can't give you
A free agent CMA factors in condition, upgrades, and the street — the things comps alone can't see.
Recently Sold Nearby
Property History
Market Insights
2
Price Changes
8.2%
Price Range
Property Timeline
Pending Sale
Jul 14, 2026
Offer accepted, sale pending
Price Reduced
Jun 22, 2026
$4,950,000
$175,000
(-3.41%)
From $5,125,000 to $4,950,000 (-3.4%)
Price Reduced
Apr 22, 2026
$5,125,000
$270,000
(-5%)
From $5,395,000 to $5,125,000 (-5.0%)
Listed for Sale
Mar 18, 2026
$5,395,000
Original listing
Agent: Beyond Boston Properties Group
Office: Compass
| Date | Event | Price | Change | $/sqft | Details |
|---|---|---|---|---|---|
| 07/14/2026 | ⏳ Pending Sale | - | - | - | Offer accepted, sale pending |
| 06/22/2026 | ↓ Price Reduced | $4,950,000 | $175,000 | - | From $5,125,000 to $4,950,000 (-3.4%) |
| 04/22/2026 | ↓ Price Reduced | $5,125,000 | $270,000 | - | From $5,395,000 to $5,125,000 (-5.0%) |
| 03/18/2026 | 🏠 Listed for Sale | $5,395,000 | - | - | Original listing |
Tax History
| Year | Taxes | Assessment |
|---|---|---|
| 2025 | $39,177 | $3,811,000 |
Financial Details
Annual Property Tax
$39,177
Tax Year 2025
Assessed Value
$3,811,000
Facts & Features
2 Car Garage
Central AC
Home Facts
Type
Residential
Style
Single Family Residence
Year Built
1984
Living Area
8,840 sq ft
Lot Size
0.75 acres
Bedrooms
7
Full Baths
5
Half Baths
3
Total Rooms
16
Interior
Heating
Baseboard, Natural Gas
Cooling
Central Air
Flooring
Tile, Carpet, Hardwood, Flooring - Hardwood, Flooring - Stone/ceramic Tile, Flooring - Wall To Wall Carpet, Laminate
Appliances
Gas Water Heater, Water Heater, Range, Oven, Dishwasher, Disposal, Microwave, Refrigerator, Freezer, Washer, Dryer, Range Hood
Fireplace
Family Room, Living Room, Master Bedroom
Fireplaces
4
Basement
Full, Partially Finished, Walk-out Access
Laundry
Closet/cabinets - Custom Built, Flooring - Stone/ceramic Tile, Countertops - Stone/granite/solid, Washer Hookup, Sink, Second Floor
Features
Closet/cabinets - Custom Built, Crown Molding, Decorative Molding, Closet, Attic Access, Recessed Lighting, Storage, Window Seat, Walk-in Closet(s), Bathroom - 3/4, Bathroom - Double Vanity/sink, Bathroom - Half, Open Floorplan, Pedestal Sink, Study, Mud Room, Bedroom, Bathroom, Play Room, Sauna/steam/hot Tub, Wet Bar, Walk-up Attic
Exterior
Construction
Frame
Architecture
Colonial
Roof
Shingle
Features
Patio, Balcony, Rain Gutters, Professional Landscaping, Sprinkler System, Decorative Lighting, Screens, Stone Wall
Pool
None
Spa
None
Fencing
None
Patio/Porch
Patio
Parking
Garage Spaces
2
Has Garage
Yes
Features
Attached, Garage Door Opener, Storage, Paved Drive, Off Street, Driveway, Paved
Total Spaces
6
Utilities
Electric
Circuit Breakers
Water
Public
Sewer
Public Sewer
Gas
None
Other
For Gas Range, Washer Hookup
Financial
Annual Tax
$39,177
Assessed Value
$3,811,000
HOA & Community
Fee Includes
None
Amenities
None
Optional Fee Includes
None
MA Disclosures
Seller Disclosures
Closet For Guest Room (bed 4) Is Located Just Outside The Bedroom. The Image Of The Sport Court Is Virtual To Show Expansive Lot Size.
Additional Details
Possession
None
Accepted Financing
Contract
Structure Type
[]
House Color
White
Sq Ft Source
Measured
Sq Ft Disclosures
Public Record + Measurements from Floor Plan Provider
Documents
None
County
Norfolk
Total market time (incl. prior listings)
118 days
Property Overview
Property Type
Single Family Residence
Listing Type
Sale Pending
Year Built
1984
Bedrooms
7
Full Bathrooms
5
Half Bathrooms
3
Living Area
8,840 sq ft
Total Rooms
16
Floor Layout
Interactive room guide
Floor Layout
Finished Area
7,598 sq ft above grade
1,242 sq ft below grade
FeaturesFlooring - Wall to Wall Carpet, Window(s) - Picture, French Doors, Exterior Access, Recessed Lighting, Remodeled
LevelSecond
FeaturesBathroom - 3/4, Closet/Cabinets - Custom Built, Flooring - Wall to Wall Carpet, Window(s) - Bay/Bow/Box, Balcony - Exterior, Exterior Access, Recessed Lighting, Remodeled, Crown Molding, Closet - Double
LevelSecond
FeaturesBathroom - 3/4, Closet, Flooring - Stone/Ceramic Tile, Flooring - Wall to Wall Carpet, Window(s) - Bay/Bow/Box, Recessed Lighting, Remodeled, Crown Molding
LevelSecond
FeaturesBathroom - Full, Bathroom - Double Vanity/Sink, Bathroom - Tiled With Tub & Shower, Flooring - Stone/Ceramic Tile, Countertops - Stone/Granite/Solid
LevelSecond
FeaturesBathroom - Full, Bathroom - Double Vanity/Sink, Coffered Ceiling(s), Walk-In Closet(s), Closet/Cabinets - Custom Built, Flooring - Hardwood, Flooring - Marble, Window(s) - Bay/Bow/Box, Balcony - Exterior, French Doors, Exterior Access, Recessed Lighting, Lighting - Sconce, Crown Molding
LevelSecond
FeaturesBathroom - Half, Flooring - Hardwood, Crown Molding
LevelFirst
FeaturesFlooring - Hardwood, Window(s) - Bay/Bow/Box, Recessed Lighting, Lighting - Overhead, Crown Molding
LevelMain,First
FeaturesCloset/Cabinets - Custom Built, Flooring - Hardwood, Window(s) - Picture, Dining Area, Balcony / Deck, Countertops - Stone/Granite/Solid, Kitchen Island, Exterior Access, Open Floorplan, Recessed Lighting, Remodeled, Second Dishwasher, Stainless Steel Appliances, Gas Stove, Lighting - Overhead, Crown Molding
LevelMain,First
FeaturesBathroom - Half, Window(s) - Picture
LevelFirst
FeaturesFlooring - Hardwood, Window(s) - Bay/Bow/Box, Balcony - Exterior, French Doors, Wet Bar, Exterior Access, Recessed Lighting, Lighting - Overhead, Crown Molding
LevelMain,First
FeaturesCloset/Cabinets - Custom Built, Flooring - Hardwood, Window(s) - Picture, Recessed Lighting, Remodeled, Crown Molding
LevelMain,First
FeaturesYes
Display Options
Outdoor Areas
Patio & porchPatio
Room Markers
BABathroom (4)
BRBedroom (5)
DDining (1)
KKitchen (1)
LLiving (2)
OOffice (1)
Conceptual diagram based on MLS room data. It is not to scale and is not a substitute for architectural plans or on-site measurements.
Interior Features
Flooring:
Tile, Carpet, Hardwood, Flooring - Hardwood, Flooring - Stone/Ceramic Tile, Flooring - Wall to Wall Carpet, Laminate
Appliances:
Gas Water Heater, Water Heater, Range, Oven, Dishwasher, Disposal, Microwave, Refrigerator, Freezer, Washer, Dryer, Range Hood
Interior Features:
Closet/Cabinets - Custom Built, Crown Molding, Decorative Molding, Closet, Attic Access, Recessed Lighting, Storage, Window Seat, Walk-In Closet(s), Bathroom - 3/4, Bathroom - Double Vanity/Sink, Bathroom - Half, Open Floorplan, Pedestal Sink, Study, Mud Room, Bedroom, Bathroom, Play Room, Sauna/Steam/Hot Tub, Wet Bar, Walk-up Attic
Windows:
Window(s) - Picture, Skylight, Insulated Windows, Screens
Basement:
Full, Partially Finished, Walk-Out Access
Laundry:
Closet/Cabinets - Custom Built, Flooring - Stone/Ceramic Tile, Countertops - Stone/Granite/Solid, Washer Hookup, Sink, Second Floor
Security:
Security System
Construction & Materials
Style:
Colonial
Year Built:
1984
Structure Type:
Exterior Materials:
Frame
Roof:
Shingle
Foundation:
Concrete Perimeter
Condition:
Remodeled
Heating, Cooling & Utilities
Heating:
Baseboard, Natural Gas
Heating Zones:
9
Cooling:
Central Air
Cooling Zones:
6
Hot Water:
Water Source:
Public
Sewer:
Public Sewer
Energy Features:
Thermostat
Exterior & Lot
Exterior Features:
Patio, Balcony, Rain Gutters, Professional Landscaping, Sprinkler System, Decorative Lighting, Screens, Stone Wall
Patio & Porch:
Patio
Fencing:
Other Structures:
Lot Features:
Gentle Sloping, Level
Road Surface:
Parking & Garage
Garage Spaces:
2
Garage Type:
Attached
Total Parking Spaces:
6
Parking Features:
Attached, Garage Door Opener, Storage, Paved Drive, Off Street, Driveway, Paved
Special Features
Fireplaces:
4
Fireplace Type:
Family Room, Living Room, Master Bedroom
Community Amenities:
Public Transportation, Shopping, Tennis Court(s), Park, Walk/Jog Trails, Golf, Medical Facility, Bike Path, Conservation Area, Highway Access, House of Worship, Private School, Public School, T-Station, University
Nearby Schools
School District
Wellesley School District local
A+
Where Graduates Go
Class of 2021
81%
attend college
78%
4-Year
3%
2-Year
56%
Out of State
2%
Working
School Safety
2024-25
0.3%
Low
0.3%
Suspensions
0.5%
In-School
5.2% below state avg
Elementary Schools
10 schools
Star Academy Boston (Wellesley Campus)
1.5 mi
Grades PK-12
St. John the Evangelist School
1.5 mi
Grades PK-06
Tenacre Country Day School
2.2 mi
Grades PK-06
A
Katharine Lee Bates School
1.0 mi
|
#119 of 824
|
Score: 58.1
Dropped 114 spots from last year
-0.2 below state avg
286 students
Moderate
Strong Attendance
Grades K-05
A
Sprague Elementary School
1.1 mi
|
#165 of 824
|
Score: 56.3
Dropped 129 spots from last year
-1.9 below state avg
289 students
Diverse
Diverse Student Body
Grades K-05
A+
John D Hardy School
1.4 mi
|
#51 of 824
|
Score: 62.2
Dropped 23 spots from last year
+4 above state avg
280 students
Diverse
Diverse Student Body
Strong Attendance
Grades K-05
A
Hunnewell School
1.6 mi
|
#162 of 824
|
Score: 56.6
Dropped 73 spots from last year
-1.6 below state avg
294 students
Moderate
Strong Attendance
Grades K-05
A
Schofield School
1.8 mi
|
#141 of 824
|
Score: 57.4
Dropped 77 spots from last year
-0.9 below state avg
291 students
Diverse
Strong Attendance
Grades K-05
Preschool at Wellesley Schools
2.1 mi
87 students
Diverse
Diverse Student Body
Grades PK
A+
Joseph E Fiske School
2.2 mi
|
#32 of 824
|
Score: 63.6
Improved 28 spots from last year
+5.4 above state avg
278 students
Diverse
Rising School
Diverse Student Body
Strong Attendance
Grades K-05
Middle Schools
1 school
A+
Wellesley Middle School
1.0 mi
|
#7 of 352
|
Score: 64.5
Same rank as last year
+6.3 above state avg
919 students
Diverse
Strong Attendance
Grades 06-08
High Schools
3 schools
Dana Hall School
2.0 mi
Grades 06-12
A+
Wellesley Sr High School
1.3 mi
|
#28 of 346
|
Score: 71.3
Improved 63 spots from last year
+13.1 above state avg
1,262 students
Diverse
20 sports
• 2,762 athletes
Strong AP Program
High Graduation Rate
Rising School
Strong Athletics
Grades 09-12
North American Hockey Academy
1.8 mi
Grades 09-12
Learn about these ratings
Monthly Payment Calculator
Monthly Payment
$0
Principal, interest, taxes & insurance
Loan Amount
$0
After down payment
Total Interest
$0
Over life of loan
Total Cost
$0
Including down payment
%
Down: $0
%
Monthly Payment Breakdown
Principal & Interest
$0
Property Tax
$3,265
Homeowners Insurance
$200
PMI (if <20% down)
$0
Loan Summary
Total of 360 payments
$0
Total principal paid
$0
Total interest paid
$0
Rate Impact
-0.5% Rate
$0/mo
Save $0/mo
Current Rate
$0/mo
+0.5% Rate
$0/mo
Cost $0/mo
Payment Over Time
Year 1
95% Interest
Year 15
50/50
Year 30
95% Principal
* Estimates only. Actual payments may vary. Consult with a lender for accurate figures.
Location
Loading map...
Neighborhood
Cliff Estates
65 Woodcliff Rd, Wellesley MA 02481
Wellesley, MA 02481
Listing Information
Listing Agent
Beyond Boston Properties Group
Listing Office
Compass
Office Phone
781-365-9954
Agent MLS ID
TM334563
Office MLS ID
AN5216
Listing Data Updated
Jul 14, 2026 2:57 PM EDT
Listing information is deemed reliable but not guaranteed. Data provided by MLS Property Information Network, Inc. All information should be independently verified.
Contact Us
Ask about this property — free, no obligation.
Similar Homes for Sale
Comparable Properties
Customize Comparable Search
Finding comparable properties...
Loading market insights for Wellesley.